NP-MRD: Showing NP-Card for proviolacein (NP0173040)

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Record Information

Version

2.0

Created at

2022-09-03 10:06:34 UTC

Updated at

2022-09-03 10:06:35 UTC

NP-MRD ID

NP0173040

Secondary Accession Numbers

None

Natural Product Identification

Common Name

proviolacein

Description

Proviolacein belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. Proviolacein is an extremely weak basic (essentially neutral) compound (based on its pKa). proviolacein is found in Chromobacterium violaceum. proviolacein was first documented in 2006 (PMID: 17176066). A hydroxyindole that is 2H-pyrrol-2-one which is substituted at positions 3 and 5 by 1H-indol-3-yl and 5-hydroxy-1H-indol-3-yl groups, respectively (PMID: 25664787).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201501092D          

 25 29  0  0  0  0            999 V2000
    7.7378    2.2466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0234    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0234    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3089    0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098    0.7541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5549    2.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7702    3.1286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7702    3.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1028    4.4385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5549    4.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0398    3.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098    4.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249    5.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098    6.3280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944    6.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3089    6.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0234    6.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0234    5.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3089    4.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944    5.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3089    2.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 18 23  1  0  0  0  0
  8 24  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  2  0  0  0  0
  2 25  1  0  0  0  0
M  END

     RDKit          3D

 38 42  0  0  0  0  0  0  0  0999 V2000
    1.0613    1.5001   -1.9785 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    0.8195   -1.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210    0.6957   -0.8471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0515   -0.0426    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3844   -0.3968    0.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6793   -1.1933    1.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0160   -1.2560    1.8736 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5692   -0.5170    0.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8786   -0.2174    0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1955    0.5847   -0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1895    1.1297   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4935    1.9581   -2.3980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8872    0.8524   -0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5891    0.0465    0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2082   -0.4714    0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367    0.0369   -0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6434   -0.1710    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0498   -0.7157    1.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3587   -0.8318    1.5804 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8552   -0.3818    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1564   -0.2990   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4328    0.1859   -1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3907    0.5914   -2.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821    0.5148   -1.6350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7966    0.0349   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9542   -1.6912    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5792   -1.7814    2.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6684   -0.6639    1.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2296    0.7957   -0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6199    1.5578   -3.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    1.2576   -1.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3476   -1.1240    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3841   -1.0038    2.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9777   -1.2040    2.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9758   -0.6354    0.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4622    0.2337   -1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5625    0.9882   -3.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2807    0.8138   -2.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 16  1  0
 16 15  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  5 14  1  0
 14 13  2  0
 13 11  1  0
 14  8  1  0
 15  4  1  0
 25 17  1  0
 25 20  1  0
 12 30  1  0
 10 29  1  0
  9 28  1  0
  7 27  1  0
  6 26  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
 13 31  1  0
M  END


  Mrv1533004201501092D          

 25 29  0  0  0  0            999 V2000
    7.7378    2.2466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0234    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0234    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3089    0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098    0.7541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5549    2.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7702    3.1286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7702    3.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1028    4.4385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5549    4.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0398    3.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098    4.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249    5.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098    6.3280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944    6.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3089    6.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0234    6.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0234    5.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3089    4.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944    5.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3089    2.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 18 23  1  0  0  0  0
  8 24  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  2  0  0  0  0
  2 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0173040

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C2NC=C(C3=NC(=O)C(=C3)C3=CNC4=CC=CC=C34)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H13N3O2/c24-11-5-6-18-13(7-11)16(10-22-18)19-8-14(20(25)23-19)15-9-21-17-4-2-1-3-12(15)17/h1-10,21-22,24H

> <INCHI_KEY>
AEUPUFUMWGIQGG-UHFFFAOYSA-N

> <FORMULA>
C20H13N3O2

> <MOLECULAR_WEIGHT>
327.343

> <EXACT_MASS>
327.100776671

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
35.302365095094096

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(5-hydroxy-1H-indol-3-yl)-3-(1H-indol-3-yl)-2H-pyrrol-2-one

> <ALOGPS_LOGP>
3.95

> <JCHEM_LOGP>
3.047883388

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.626636873330355

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.121748276168805

> <JCHEM_PKA_STRONGEST_BASIC>
0.22094217659352766

> <JCHEM_POLAR_SURFACE_AREA>
81.23999999999998

> <JCHEM_REFRACTIVITY>
95.80940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(5-hydroxy-1H-indol-3-yl)-3-(1H-indol-3-yl)pyrrol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  O   UNK     0      14.444   4.194   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      13.110   3.424   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.110   1.884   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.777   1.114   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.443   1.884   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       8.978   1.408   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       8.073   2.654   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.978   3.899   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.502   5.364   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       7.038   5.840   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       7.038   7.380   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.792   8.285   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.502   7.856   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.408   6.610   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.978   9.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.073  10.566   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       8.978  11.812   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      10.443  11.336   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.777  12.106   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.110  11.336   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.110   9.796   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.777   9.026   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.443   9.796   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.443   3.424   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.777   4.194   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   24                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   15   18                                                  
CONECT   24    8    5   25                                                  
CONECT   25   24    2                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₃N₃O₂

Average Mass

327.3430 Da

Monoisotopic Mass

327.10078 Da

IUPAC Name

5-(5-hydroxy-1H-indol-3-yl)-3-(1H-indol-3-yl)-2H-pyrrol-2-one

Traditional Name

5-(5-hydroxy-1H-indol-3-yl)-3-(1H-indol-3-yl)pyrrol-2-one

CAS Registry Number

Not Available

SMILES

OC1=CC=C2NC=C(C3=NC(=O)C(=C3)C3=CNC4=CC=CC=C34)C2=C1

InChI Identifier

InChI=1S/C20H13N3O2/c24-11-5-6-18-13(7-11)16(10-22-18)19-8-14(20(25)23-19)15-9-21-17-4-2-1-3-12(15)17/h1-10,21-22,24H

InChI Key

AEUPUFUMWGIQGG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Chromobacterium violaceum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Hydroxyindoles

Direct Parent

Hydroxyindoles

Alternative Parents

Substituents

Hydroxyindole
Indole
1-hydroxy-2-unsubstituted benzenoid
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
N-acylimine
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.95	ALOGPS
logP	3.05	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	9.12	ChemAxon
pKa (Strongest Basic)	0.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	81.24 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	95.81 m³·mol⁻¹	ChemAxon
Polarizability	35.3 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-14321

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135428133

PDB ID

Not Available

ChEBI ID

131916

Good Scents ID

Not Available

References

General References

Balibar CJ, Walsh CT: In vitro biosynthesis of violacein from L-tryptophan by the enzymes VioA-E from Chromobacterium violaceum. Biochemistry. 2006 Dec 26;45(51):15444-57. doi: 10.1021/bi061998z. Epub 2006 Dec 19. [PubMed:17176066 ]
Ran T, Gao M, Wei Q, He J, Tang L, Wang W, Xu D: Expression, crystallization and preliminary crystallographic data analysis of VioD, a hydroxylase in the violacein-biosynthesis pathway. Acta Crystallogr F Struct Biol Commun. 2015 Feb;71(Pt 2):149-52. doi: 10.1107/S2053230X14027617. Epub 2015 Jan 28. [PubMed:25664787 ]
LOTUS database [Link]

Showing NP-Card for proviolacein (NP0173040)

MOL for NP0173040 (proviolacein)

3D MOL for NP0173040 (proviolacein)

3D SDF for NP0173040 (proviolacein)

3D-SDF for NP0173040 (proviolacein)

PDB for NP0173040 (proviolacein)

3D PDB for NP0173040 (proviolacein)

SMILES for NP0173040 (proviolacein)

INCHI for NP0173040 (proviolacein)

Structure for NP0173040 (proviolacein)

3D Structure for NP0173040 (proviolacein)